Cheap Flights from Hawaii to Chicago from $155

Q: How does KAYAK find such low prices on flights from Hawaii to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago. Visit our flight page for the latest deals!

Q: How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now. Visit our flight page for the latest deals!

Q: What is the Hacker Fare option on flights from Hawaii to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline. Visit our flight page for the latest deals!

Q: What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best. Visit our flight page for the latest deals!

Good to know

Low season	November	Best time to beat the crowds with an average 5% drop in price.
High season	March	Most popular time to fly with an average 12% increase in price.
Average price of a round-trip	$479	(avg. price over the last 2 weeks)
Good deal for a round-trip	$311	or less

FAQs for booking Hawaii to Chicago flights

How does KAYAK find such low prices on flights from Hawaii to Chicago?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

What is the Hacker Fare option on flights from Hawaii to Chicago?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

Top {4} airlines serving from Hawaii to Chicago

Scores according to KAYAK customer reviews

8.0

Delta

Overall score based on 28,492 reviews

8.2

Boarding

7.8

Comfort

8.5

Crew

7.8

Entertainment

7.5

Food

Airline reviews

Book cheap flights from Hawaii to Chicago (round-trip)

Airports

Origin

Destination

Multiple Airlines

Tue, Aug 25

19h 37m

Tue, Sep 8

27h 09m

$315

Trip: 15 days

Based on null reviews

Delta

Tue, Sep 8

11h 39m

Tue, Sep 15

14h 38m

$404

Trip: 8 days

Based on null reviews

Multiple Airlines

Mon, Aug 24

20h 32m

Sun, Sep 6

27h 29m

$352

Trip: 14 days

Based on null reviews

Multiple Airlines

Wed, Aug 19

20h 32m

Mon, Aug 24

25h 59m

$354

Trip: 6 days

Based on null reviews

Multiple Airlines

Tue, Aug 11

23h 22m

Tue, Sep 8

24h 59m

$367

Trip: 29 days

Based on null reviews

Delta

Wed, Sep 16

11h 39m

Sun, Sep 20

14h 38m

$454

Trip: 5 days

Based on null reviews

Multiple Airlines

Tue, Sep 1

23h 35m

Sun, Sep 13

34h 10m

$372

Trip: 13 days

Based on null reviews

Multiple Airlines

Wed, Aug 12

20h 27m

Thu, Aug 20

29h 38m

$373

Trip: 9 days

Based on null reviews

Delta

Thu, Sep 17

13h 49m

Mon, Sep 21

16h 37m

$504

Trip: 5 days

Based on null reviews

Multiple Airlines

Wed, Aug 12

20h 27m

Thu, Aug 20

27h 29m

$379

Trip: 9 days

Based on null reviews

Delta

Sun, Aug 16

17h 46m

Tue, Sep 8

14h 33m

$525

Trip: 24 days

Based on null reviews

Multiple Airlines

Wed, Aug 12

20h 32m

Thu, Aug 20

25h 59m

$380

Trip: 9 days

Based on null reviews

Delta

Sat, Dec 12

11h 23m

Tue, Dec 15

17h 33m

$542

Trip: 4 days

Based on null reviews

Multiple Airlines

Wed, Aug 12

20h 27m

Thu, Aug 20

25h 59m

$381

Trip: 9 days

Based on null reviews

Multiple Airlines

Wed, Sep 16

33h 41m

Wed, Sep 23

28h 52m

$382

Trip: 8 days

Based on null reviews

Delta

Thu, Sep 17

11h 39m

Mon, Sep 21

14h 38m

$582

Trip: 5 days

Based on null reviews

Multiple Airlines

Tue, Sep 15

14h 56m

Sat, Sep 19

32h 30m

$386

Trip: 5 days

Based on null reviews

Delta

Sun, Aug 16

16h 33m

Sun, Aug 23

14h 46m

$582

Trip: 8 days

Based on null reviews

Multiple Airlines

Tue, Sep 8

23h 10m

Tue, Sep 15

32h 00m

$390

Trip: 8 days

Based on null reviews

Delta

Thu, Aug 13

21h 17m

Mon, Aug 17

14h 56m

$583

Trip: 5 days

Based on null reviews

Book cheap flights from Hawaii to Chicago (one-way)

Airports

Origin

Destination

Multiple Airlines

Tue, Oct 13

27h 34m

$155

Based on null reviews

Major Airline

Mon, Oct 12

21h 35m

$194

Based on null reviews

Delta

Tue, Sep 8

14h 04m

$202

Based on null reviews

Sun Country Air

Sat, Aug 22

21h 31m

$229

Based on null reviews

Multiple Airlines

Wed, Aug 19

23h 20m

$168

Based on null reviews

Multiple Airlines

Wed, Oct 7

13h 26m

$171

Based on null reviews

Hawaiian Airlines

Sat, Sep 12

20h 50m

$411

Based on null reviews

Multiple Airlines

Wed, Sep 9

37h 48m

$174

Based on null reviews

Cape Air

Mon, Aug 10

22h 50m

$428

Based on null reviews

Sun Country Air

Sat, Aug 8

45h 21m

$234

Based on null reviews

Multiple Airlines

Thu, Aug 20

19h 37m

$177

Based on null reviews

Delta

Mon, Oct 12

15h 38m

$247

Based on null reviews

Multiple Airlines

Mon, Oct 12

35h 41m

$178

Based on null reviews

Sun Country Air

Sat, Aug 22

20h 51m

$237

Based on null reviews

Delta

Wed, Oct 7

15h 49m

$247

Based on null reviews

Allegiant Air

Thu, Aug 13

20h 44m

$558

Based on null reviews

Spirit Airlines

Mon, Aug 10

18h 53m

$561

Based on null reviews

Multiple Airlines

Wed, Aug 12

20h 32m

$179

Based on null reviews

Sun Country Air

Sat, Aug 22

21h 31m

$244

Based on null reviews

Delta

Tue, Sep 8

13h 49m

$252

Based on null reviews

Flights to Chicago

Return flight deals:

Chicago - Hawaii

Cabin classes:

First

$904

Business

$669

Prem Econ

$56

Economy

Browse origins:

$724

Hilo

$330

Honolulu

$540

Island of Hawai'i

$470

Kahului

$540

Kailua-Kona

$563

Kaua'i

$563

Lihue

$470

Maui

$330

O'ahu

Browse destinations:

$625

Chicago Midway Airport

$330

Chicago O'Hare Airport

Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller.
At KAYAK we don’t set the prices, so it’s not possible for us to guarantee what other companies are selling.

We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an email and someone from our team will get back to you promptly.

Find cheap flights from Hawaii to Chicago

Good to know

Low season

High season

Average price of a round-trip

Good deal for a round-trip

FAQs for booking Hawaii to Chicago flights

How does KAYAK find such low prices on flights from Hawaii to Chicago?

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

What is the Hacker Fare option on flights from Hawaii to Chicago?

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

Top {4} airlines serving from Hawaii to Chicago

Book cheap flights from Hawaii to Chicago (round-trip)

Book cheap flights from Hawaii to Chicago (one-way)

Flights to Chicago

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